Location

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Vacation rentals in Brookline

Bedroom – King Bed & Fantastic City View Seating

Cozy King Bedroom with TV

Cozy King Bedroom with TV

Classy Queen Bedroom

Open Living Area

Modern Luxury 2BR | King + Queen | Suite 8

2 bedrooms·1 bath

Boston • Massachusetts

$1,842.39 USD total for 3 nights

Oct 27 – 30, 2026

Bedroom – King Bed & Fantastic City View Seating

Cozy King Bedroom with TV

Cozy King Bedroom with TV

Classy Bedroom Queen Bedroom

Open Living Area

Family Cove: Quiet & Modern 2 bed | Suite 10

2 bedrooms·1 bath

Boston • Massachusetts

$1,646.85 USD total for 3 nights

Oct 28 – 31, 2026

Cozy King Bedroom

Amazing city views from the large bay windows in the sitting area

Cozy King Bedroom with City View

Modern Comfort Living Area – Pull Out Seating

Modern Comfort Living Area – TV & Pull Out Seating

Elegant 1BR Plus: Sky-High City Views + King | Suite 9

2 bedrooms·1 bath

Boston • Massachusetts

$1,326.86 USD total for 3 nights

Nov 2 – 5, 2026

Bedroom – King Bed & Fantastic City View Seating

Cozy King Bedroom with TV

Bedroom 1 – King Bed & TV

Classy Bedroom Queen Bed

Sleek Modern 2 Bed: King + Queen | Suite 6

2 bedrooms·1 bath

Boston • Massachusetts

$1,810.94 USD total for 3 nights

Nov 18 – 21, 2026

Bedroom – King Bed

Bedroom – King Bed

Open Living Area

Open Living & Kitchen Area

Living Room – Sofa Bed

Luxury 1BR: Sleek Kitchen + City Charm | Suite 2

1 bedroom·1 bath

Boston • Massachusetts

$1,250.28 USD total for 3 nights

Nov 1 – 4, 2026

Cozy King Bedroom

Cozy King Bedroom

Enjoy the view from the large bay windows in the sitting area

Relaxing Den Area with Pull Out Seating

Relaxing Den Area – TV & Pull Out Seating

Elegant 1BR Plus: Cityscape Views + King and pull out Queen| Suite 5

2 bedrooms·1 bath

Boston • Massachusetts

$1,467.71 USD total for 3 nights

Oct 29 – Nov 1, 2026

King size master bed with privacy curtains

King size bed with all comforts

Lofty open space

Open space layout keeps everyone together weather in the kitchen or livingroom

Livingroom featuring a large TV

The Urban Hideout Loft: Sleeps 4 | Private Entrance

0 bedrooms·1 bath

Boston • Massachusetts

$227 – $863/ night(excl. fees & taxes)

City View Bedroom – King Bed

Fantastic City View Seating

Bedroom – King Bed

Living Area – TV & Seating

Open Living Area

Front Row City Views: 1BR Suite with King Bed | Suite 3

1 bedroom·1 bath

Boston • Massachusetts

$1,381.56 USD total for 3 nights

Nov 7 – 10, 2026

Bedroom 1 – King Bed

Bedroom – King Bed & TV

Bedroom – King Bed

Bedroom 2 – Queen Bed

Bedroom – Queen Bed

Trendy 2BR Plus Family Getaway | Suite 4

2 bedrooms·1 bath

Boston • Massachusetts

$1,553.85 USD total for 3 nights

Oct 25 – 28, 2026

Cozy King Bedroom

Fantastic City View Seating from the large bay windows

Cozy King Bedroom with City View

Relaxing Den Area with Pull Out Seating

Relaxing Den Area – TV & Pull Out Seating

Cityscape 1BR Plus: King + Queen Pull-out | Suite 7

2 bedrooms·1 bath

Boston • Massachusetts

$1,213.37 USD total for 3 nights

Nov 1 – 4, 2026

Bedroom #1 Queen bed

Bedroom #2 with queen bed and crib

Boston's Jamaica Plain w/ parking, A/C, laundry

2 bedrooms·1 bath

Boston • Massachusetts

4.81(120 reviews)

$876.75 USD total for 3 nights

Nov 9 – 12, 2026

living and dining area

First floor full bathroom

Boston Historical Urban Oasis

7 bedrooms·3 baths

Boston • Massachusetts

$2,218.91 USD total for 3 nights

Nov 3 – 6, 2026

Bedroom #1: Oversized room with king sized bed, plenty of reading material, and a white noise machine for a comfortable night’s rest.

Bedroom #1 has a book nook with plenty of reading material for all ages!

Bedroom #2: Another spacious king-sized bed with desk in oversized room.

Fully stocked kitchen with coffee maker, kettle, washer / dryer.

We hope you have sunny weather - but we have umbrellas and a coat tree for wet / snowy days.

Superhost: King Beds! * Kid Friendly. You're Home.

2 bedrooms·1 bath

Boston • Massachusetts

5(216 reviews)

$1,181.55 USD total for 3 nights

Nov 1 – 4, 2026

Studio in Heart of Beacon Hill (Downtown Boston)

Studio in Heart of Beacon Hill (Downtown Boston)

Studio in Heart of Beacon Hill (Downtown Boston)

Studio in Heart of Beacon Hill (Downtown Boston)

Studio in Heart of Beacon Hill (Downtown Boston)

Studio in Heart of Beacon Hill (Downtown Boston)

1 bedroom·1 bath

Boston • Massachusetts

$1,113.00 USD total for 3 nights

Oct 23 – 26, 2026

Charming Beacon Hill 1bd in Brownstone

Charming Beacon Hill 1bd in Brownstone

Charming Beacon Hill 1bd in Brownstone

Charming Beacon Hill 1bd in Brownstone

Charming Beacon Hill 1bd in Brownstone

Charming Beacon Hill 1bd in Brownstone

1 bedroom·1 bath

Boston • Massachusetts

$1,002.00 USD total for 3 nights

Oct 23 – 26, 2026

Eating area and sleeping area

Kitchen After 2025 Renovation showing clothes washer-dryer

Back yard from back deck

House From Street

Cambridge Studio Apartment

1 bedroom·1 bath

Cambridge • Massachusetts

4.67(400 reviews)

$150/ night(excl. fees & taxes)

Lovely Two Bedroom Condo in South Boston

Lovely Two Bedroom Condo in South Boston

Lovely Two Bedroom Condo in South Boston

Lovely Two Bedroom Condo in South Boston

Lovely Two Bedroom Condo in South Boston

Lovely Two Bedroom Condo in South Boston

2 bedrooms·1 bath

Boston • Massachusetts

$1,449.53 USD total for 3 nights

Oct 27 – 30, 2026

Clean and convenient w/ patio! Walk to Boston highlights!

Clean and convenient w/ patio! Walk to Boston highlights!

Clean and convenient w/ patio! Walk to Boston highlights!

Clean and convenient w/ patio! Walk to Boston highlights!

Clean and convenient w/ patio! Walk to Boston highlights!

Clean and convenient w/ patio! Walk to Boston highlights!

1 bedroom·1 bath

Boston • Massachusetts

$1,006.27 USD total for 3 nights

Nov 8 – 11, 2026

Bar table and Stool

Luxurious House-Harvard/PorterT 5BR/4Bath, Parking

5 bedrooms·4 baths

Somerville • Massachusetts

4.9(301 reviews)

$4,338.75 USD $3,919.88 USD total for 5 nights

Nov 13 – 18, 2026

Serene Suite near Logan Intl/MBTA Airport station image 17

We are located on the downstairs floor unit.

Serene Suite near Logan Intl/MBTA Airport station image 2

Serene Suite near Logan Intl/MBTA Airport station image 3

Serene Suite near Logan Intl/MBTA Airport station image 4

Serenity Suite Homes

2 bedrooms·1 bath

Boston • Massachusetts

4.89(144 reviews)

$916.48 USD total for 3 nights

Nov 8 – 11, 2026

Casa Castor • Private Room 3

Casa Castor • Private Room 3

Casa Castor • Private Room 3

Casa Castor • Private Room 3

Casa Castor • Private Room 3

Casa Castor • Private Room 3

1 bedroom·1 bath

Chelsea • Massachusetts

$373.89 USD total for 3 nights

Oct 23 – 26, 2026

Casa Castor • Private Room 1

Casa Castor • Private Room 1

Casa Castor • Private Room 1

Casa Castor • Private Room 1

Casa Castor • Private Room 1

Casa Castor • Private Room 1

1 bedroom·1 bath

Chelsea • Massachusetts

$373.89 USD total for 3 nights

Oct 23 – 26, 2026

Casa Castor • Private Room 2

Casa Castor • Private Room 2

Casa Castor • Private Room 2

Casa Castor • Private Room 2

Casa Castor • Private Room 2

Casa Castor • Private Room 2

1 bedroom·1 bath

Chelsea • Massachusetts

$373.89 USD total for 3 nights

Oct 23 – 26, 2026

Casa Castor • Private Room 1

Casa Castor • Private Room 1

Casa Castor • Private Room 1

Casa Castor • Private Room 1

Casa Castor • Private Room 1

Casa Castor • Private Room 1

1 bedroom·1 bath

Chelsea • Massachusetts

$417.15 USD total for 3 nights

Oct 25 – 28, 2026